Ammonium Acetate → HCID 53380071, compound

HRID 1967613Notes

Reaction equation

HRID 1967613 reaction equation
[NH:1]1[C:5]2[CH:6]=[C:7]([N:10]3[CH:14]([C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=4[F:22])[C:13]([CH3:23])=[C:12]([O:24][CH3:25])[C:11]3=[O:26])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1.C([O-])(=O)C.[NH4+]>CO>[NH:1]1[C:5]2[CH:6]=[C:7]([N:10]3[C@H:14]([C:15]4[CH:20]=[CH:19][CH:18]=[C:17]([F:21])[C:16]=4[F:22])[C:13]([CH3:23])=[C:12]([O:24][CH3:25])[C:11]3=[O:26])[CH:8]=[CH:9][C:4]=2[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 53363566HCID 53363566, compound

Product 1

HCID 53380071HCID 53380071, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

20 mg/5 ml of 1-(1H-benzo[d]imidazol-6-yl)-5-(2,3-difluorophenyl)-3-methoxy-4-methyl-1H-pyrrol-2(5H)-one (which may be prepared in accordance with Example 8) were subjected to semi-prep chiral chromatography on a 250/21 Chirobiotic Tag (Supplier: Supelco), 5μ, detection: UV @ 214 nm, Mobile phase: 40% Ammonium acetate buffer (pH 4.0, 40 mM)/60% MeOH, isocratic, 10 ml/min, r.t., yield 8 mg as first eluting enantiomer, optical rotation c=0.5 g/100 ml (MeOH) αD20=215°

Workup

  1. custom10 ml/min, r.t., yield 8 mg

Sources & evidence

ORD record
ord-d939b0c1a2f7497a9f043ab9a87c34bd
Source dataset
uspto-grants-2013_04
Patent number
US08420828B2

Reaction notes

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